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Top Deals on Business Class Flights from Toronto to Chicago
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
1h 35m
Direct
Jun 5
YYZ
as low as
$392
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
1h 45m
Direct
Jun 5
YYZ
as low as
$392
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
2h
Direct
Jun 5
YYZ
as low as
$392
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
11h 19m
PHL
Jun 5
YYZ
as low as
$393
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
11h 19m
PHL
Jun 5
YYZ
as low as
$393
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
11h 19m
PHL
Jun 5
YYZ
as low as
$393
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
8h 22m
CLT
Jun 5
YYZ
as low as
$402
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
8h 22m
CLT
Jun 5
YYZ
as low as
$402
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 55m
Direct
May 29
ORD
Jun 5
ORD
8h 22m
CLT
Jun 5
YYZ
as low as
$402
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 59m
Direct
May 29
ORD
Jun 5
ORD
1h 42m
Direct
Jun 5
YYZ
as low as
$558
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
2h 1m
Direct
May 29
ORD
Jun 5
ORD
1h 42m
Direct
Jun 5
YYZ
as low as
$558
Toronto, CA (YTO) - Chicago, US (CHI)
May 29
YYZ
1h 59m
Direct
May 29
ORD
Jun 5
ORD
1h 42m
Direct
Jun 5
YYZ
as low as
$558
Top Deals on Business Class Flights from Vancouver to Chicago
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
15h 56m
DFW
May 30
ORD
Jun 6
ORD
18h 9m
LAX
Jun 7
YVR
as low as
$1146
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
10h 24m
DFW
May 30
ORD
Jun 6
ORD
16h 28m
LAX
Jun 7
YVR
as low as
$1146
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
6h 55m
DEN
May 31
ORD
Jun 6
ORD
4h 43m
Direct
Jun 6
YVR
as low as
$1195
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
4h 3m
Direct
May 31
ORD
Jun 6
ORD
4h 43m
Direct
Jun 6
YVR
as low as
$1202
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
4h 3m
Direct
May 31
ORD
Jun 6
ORD
15h 47m
SEA
Jun 7
YVR
as low as
$1205
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
4h 3m
Direct
May 31
ORD
Jun 6
ORD
17h 40m
SEA
Jun 7
YVR
as low as
$1210
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
8h 5m
DEN
May 31
ORD
Jun 6
ORD
4h 43m
Direct
Jun 6
YVR
as low as
$1217
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
6h 55m
DEN
May 31
ORD
Jun 6
ORD
12h 59m
YYC
Jun 7
YVR
as low as
$1226
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
6h 55m
DEN
May 31
ORD
Jun 6
ORD
13h 39m
YYC
Jun 7
YVR
as low as
$1226
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
12h 36m
YWG
May 31
ORD
Jun 6
ORD
4h 43m
Direct
Jun 6
YVR
as low as
$1236
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
10h 41m
YWG
May 31
ORD
Jun 6
ORD
4h 43m
Direct
Jun 6
YVR
as low as
$1236
Vancouver, CA (YVR) - Chicago, US (CHI)
May 30
YVR
21h 20m
YEG
YYZ
May 31
ORD
Jun 6
ORD
4h 43m
Direct
Jun 6
YVR
as low as
$1247
Top Deals on Business Class Flights from Montreal to Chicago
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
2h 35m
Direct
May 30
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YUL
as low as
$433
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
21h 55m
LGA
May 31
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YUL
as low as
$449
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
6h
CLT
May 30
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YUL
as low as
$449
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
16h 10m
LGA
May 31
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YUL
as low as
$464
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
15h 4m
LGA
May 31
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YUL
as low as
$482
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
2h 35m
Direct
May 30
ORD
Jun 6
ORD
2h 15m
Direct
Jun 6
YUL
as low as
$502
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
6h
CLT
May 30
ORD
Jun 6
ORD
2h 15m
Direct
Jun 6
YUL
as low as
$517
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
5h 49m
CLT
May 30
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YUL
as low as
$526
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
2h 44m
Direct
May 30
ORD
Jun 6
ORD
5h 41m
IAD
Jun 6
YUL
as low as
$609
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
4h 50m
YYZ
May 30
ORD
Jun 6
ORD
5h 41m
IAD
Jun 6
YUL
as low as
$611
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
4h 50m
YYZ
May 30
ORD
Jun 6
ORD
5h 41m
IAD
Jun 6
YUL
as low as
$611
Montreal, CA (YMQ) - Chicago, US (CHI)
May 30
YUL
4h 46m
YYZ
May 30
ORD
Jun 6
ORD
5h 41m
IAD
Jun 6
YUL
as low as
$621
Top Deals on Business Class Flights from Calgary to Chicago
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
3h 30m
Direct
May 30
ORD
Jun 6
ORD
3h 59m
Direct
Jun 6
YYC
as low as
$718
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
16h 11m
DFW
May 30
ORD
Jun 6
ORD
3h 59m
Direct
Jun 6
YYC
as low as
$761
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
10h 39m
DFW
May 30
ORD
Jun 6
ORD
3h 59m
Direct
Jun 6
YYC
as low as
$761
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
13h 23m
DFW
May 30
ORD
Jun 6
ORD
3h 59m
Direct
Jun 6
YYC
as low as
$761
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
3h 30m
Direct
May 30
ORD
Jun 6
ORD
3h 45m
Direct
Jun 6
YYC
as low as
$904
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
7h 55m
YYZ
May 31
ORD
Jun 6
ORD
3h 52m
Direct
Jun 6
YYC
as low as
$981
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
7h 4m
YYZ
May 31
ORD
Jun 6
ORD
3h 52m
Direct
Jun 6
YYC
as low as
$999
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
9h 4m
YYZ
May 31
ORD
Jun 6
ORD
3h 52m
Direct
Jun 6
YYC
as low as
$999
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
15h 10m
DEN
May 31
ORD
Jun 6
ORD
3h 52m
Direct
Jun 6
YYC
as low as
$1002
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
7h 55m
YYZ
May 31
ORD
Jun 6
ORD
12h 42m
YOW
Jun 6
YYC
as low as
$1049
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
9h 4m
YYZ
May 31
ORD
Jun 6
ORD
12h 42m
YOW
Jun 6
YYC
as low as
$1067
Calgary, CA (YYC) - Chicago, US (CHI)
May 30
YYC
7h 4m
YYZ
May 31
ORD
Jun 6
ORD
12h 42m
YOW
Jun 6
YYC
as low as
$1067
Top Deals on Business Class Flights from Ottawa to Chicago
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
2h 28m
Direct
May 30
ORD
Jun 6
ORD
2h 13m
Direct
Jun 6
YOW
as low as
$866
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
2h 28m
Direct
May 30
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YOW
as low as
$866
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
5h 44m
YYZ
May 30
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YOW
as low as
$878
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
5h 41m
YYZ
May 30
ORD
Jun 6
ORD
2h 13m
Direct
Jun 6
YOW
as low as
$878
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
5h 44m
YYZ
May 30
ORD
Jun 6
ORD
2h 13m
Direct
Jun 6
YOW
as low as
$878
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
4h 29m
YYZ
May 30
ORD
Jun 6
ORD
2h 20m
Direct
Jun 6
YOW
as low as
$878
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
6h 31m
YYZ
May 30
ORD
Jun 6
ORD
2h 13m
Direct
Jun 6
YOW
as low as
$878
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
2h 28m
Direct
May 30
ORD
Jun 6
ORD
2h 8m
Direct
Jun 6
YOW
as low as
$899
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
2h 28m
Direct
May 30
ORD
Jun 6
ORD
14h 3m
YUL
Jun 7
YOW
as low as
$1031
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
6h 31m
YYZ
May 30
ORD
Jun 6
ORD
14h 3m
YUL
Jun 7
YOW
as low as
$1042
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
5h 44m
YYZ
May 30
ORD
Jun 6
ORD
14h 3m
YUL
Jun 7
YOW
as low as
$1042
Ottawa, CA (YOW) - Chicago, US (CHI)
May 30
YOW
4h 29m
YYZ
May 30
ORD
Jun 6
ORD
14h 3m
YUL
Jun 7
YOW
as low as
$1042
Top Deals on Business Class Flights from Winnipeg to Chicago
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
5h 54m
YYZ
May 29
ORD
Jun 5
ORD
2h 35m
Direct
Jun 5
YWG
as low as
$743
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
2h 31m
Direct
May 29
ORD
Jun 5
ORD
2h 35m
Direct
Jun 5
YWG
as low as
$745
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
2h 31m
Direct
May 29
ORD
Jun 5
ORD
13h 22m
YYZ
Jun 5
YWG
as low as
$746
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
7h 1m
YYZ
May 29
ORD
Jun 5
ORD
2h 35m
Direct
Jun 5
YWG
as low as
$757
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
7h 1m
YYZ
May 29
ORD
Jun 5
ORD
13h 22m
YYZ
Jun 5
YWG
as low as
$758
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
5h 54m
YYZ
May 29
ORD
Jun 5
ORD
13h 22m
YYZ
Jun 5
YWG
as low as
$758
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
8h
DEN
May 30
ORD
Jun 5
ORD
2h 35m
Direct
Jun 5
YWG
as low as
$760
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
6h 16m
DEN
May 29
ORD
Jun 5
ORD
2h 35m
Direct
Jun 5
YWG
as low as
$760
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
6h 16m
DEN
May 29
ORD
Jun 5
ORD
13h 22m
YYZ
Jun 5
YWG
as low as
$762
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
8h
DEN
May 30
ORD
Jun 5
ORD
13h 22m
YYZ
Jun 5
YWG
as low as
$762
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
17h 16m
DEN
May 30
ORD
Jun 5
ORD
2h 35m
Direct
Jun 5
YWG
as low as
$858
Winnipeg, CA (YWG) - Chicago, US (CHI)
May 29
YWG
17h 16m
DEN
May 30
ORD
Jun 5
ORD
13h 22m
YYZ
Jun 5
YWG
as low as
$860
Top Deals on Business Class Flights from Halifax to Chicago
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
7h 34m
YYZ
May 29
ORD
Jun 5
ORD
5h 39m
YYZ
Jun 6
YHZ
as low as
$758
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
7h 34m
YYZ
May 29
ORD
Jun 5
ORD
14h 9m
YYZ
Jun 6
YHZ
as low as
$782
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
15h 42m
YUL
May 30
ORD
Jun 5
ORD
5h 39m
YYZ
Jun 6
YHZ
as low as
$785
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
7h 34m
YYZ
May 29
ORD
Jun 5
ORD
15h 19m
YYZ
Jun 6
YHZ
as low as
$802
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
15h 42m
YUL
May 30
ORD
Jun 5
ORD
14h 9m
YYZ
Jun 6
YHZ
as low as
$809
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
18h 18m
YUL
IAD
May 30
ORD
Jun 5
ORD
5h 39m
YYZ
Jun 6
YHZ
as low as
$828
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
15h 42m
YUL
May 30
ORD
Jun 5
ORD
15h 19m
YYZ
Jun 6
YHZ
as low as
$829
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
18h 18m
YUL
IAD
May 30
ORD
Jun 5
ORD
14h 9m
YYZ
Jun 6
YHZ
as low as
$851
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
18h 18m
YUL
IAD
May 30
ORD
Jun 5
ORD
15h 19m
YYZ
Jun 6
YHZ
as low as
$869
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
9h 35m
YYZ
May 29
ORD
Jun 5
ORD
5h 39m
YYZ
Jun 6
YHZ
as low as
$884
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
24h 18m
YUL
IAD
May 30
ORD
Jun 5
ORD
5h 39m
YYZ
Jun 6
YHZ
as low as
$903
Halifax, CA (YHZ) - Chicago, US (CHI)
May 29
YHZ
24h 18m
YUL
IAD
May 30
ORD
Jun 5
ORD
14h 9m
YYZ
Jun 6
YHZ
as low as
$926
Top Deals on Business Class Flights from Edmonton to Chicago
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
8h 59m
YYZ
May 29
ORD
Jun 5
ORD
12h 59m
YYZ
Jun 6
YEG
as low as
$908
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
8h 59m
YYZ
May 29
ORD
Jun 5
ORD
14h 54m
YYZ
Jun 6
YEG
as low as
$908
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
8h 8m
DEN
May 30
ORD
Jun 5
ORD
14h 54m
YYZ
Jun 6
YEG
as low as
$911
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
8h 8m
DEN
May 30
ORD
Jun 5
ORD
12h 59m
YYZ
Jun 6
YEG
as low as
$911
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
13h 24m
YYZ
May 30
ORD
Jun 5
ORD
14h 54m
YYZ
Jun 6
YEG
as low as
$932
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
6h 24m
DEN
May 29
ORD
Jun 5
ORD
12h 59m
YYZ
Jun 6
YEG
as low as
$1002
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
6h 24m
DEN
May 29
ORD
Jun 5
ORD
14h 54m
YYZ
Jun 6
YEG
as low as
$1002
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
8h 8m
DEN
May 30
ORD
Jun 5
ORD
23h 24m
YYZ
Jun 6
YEG
as low as
$1298
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
9h 24m
YUL
May 29
ORD
Jun 5
ORD
14h 54m
YYZ
Jun 6
YEG
as low as
$1612
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
9h 24m
YUL
May 29
ORD
Jun 5
ORD
12h 59m
YYZ
Jun 6
YEG
as low as
$1612
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
9h 24m
YUL
May 29
ORD
Jun 5
ORD
23h 24m
YYZ
Jun 6
YEG
as low as
$1999
Edmonton, CA (YEA) - Chicago, US (CHI)
May 29
YEG
9h 24m
YUL
May 29
ORD
Jun 5
ORD
26h 20m
YYZ
Jun 6
YEG
as low as
$2002
Top Deals on Business Class Flights from Quebec to Chicago
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
7h 41m
YYZ
May 29
ORD
Jun 5
ORD
11h 5m
YYZ
Jun 5
YQB
as low as
$834
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
5h 39m
YYZ
May 29
ORD
Jun 5
ORD
11h 5m
YYZ
Jun 5
YQB
as low as
$834
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
6h 34m
YYZ
May 29
ORD
Jun 5
ORD
11h 5m
YYZ
Jun 5
YQB
as low as
$834
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
6h 34m
YYZ
May 29
ORD
Jun 5
ORD
12h 15m
YYZ
Jun 5
YQB
as low as
$855
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
6h 34m
YYZ
May 29
ORD
Jun 5
ORD
14h 31m
EWR
Jun 5
YQB
as low as
$1026
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
5h 39m
YYZ
May 29
ORD
Jun 5
ORD
14h 31m
EWR
Jun 5
YQB
as low as
$1041
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
7h 41m
YYZ
May 29
ORD
Jun 5
ORD
14h 31m
EWR
Jun 5
YQB
as low as
$1041
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
9h 41m
YYZ
May 29
ORD
Jun 5
ORD
14h 31m
EWR
Jun 5
YQB
as low as
$1064
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
24h 37m
YUL
May 30
ORD
Jun 5
ORD
11h 5m
YYZ
Jun 5
YQB
as low as
$1273
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
24h 37m
YUL
May 30
ORD
Jun 5
ORD
14h 1m
YYZ
Jun 5
YQB
as low as
$1279
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
24h 37m
YUL
May 30
ORD
Jun 5
ORD
12h 15m
YYZ
Jun 5
YQB
as low as
$1279
Quebec, CA (YQB) - Chicago, US (CHI)
May 29
YQB
15h 49m
YUL
May 30
ORD
Jun 5
ORD
11h 5m
YYZ
Jun 5
YQB
as low as
$1306
Flights to Chicago
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